15 Of The Saddest Music Videos Ever Made

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October 28, 2013 ‐ By Iva Anthony

Sometimes a director will create a music video so raw and emotional we can’t help but think “darn you” as we reach for tissues and wipe away tears after a three-to-five minute emotional roller coaster of a video. That’s precisely the reaction we had when it comes to the items in this list. Here are 15 of the saddest music videos ever made.

Aaron Hall Album Cover pf

Aaron Hall – “I Miss You”

Aaron Hall first started out with the group Guy, but after Teddy Riley decided to take his New Jack Swing to Blackstreet, Hall forged on with a solo career. His biggest hit by himself is the tender love song “I Miss You.” In the video, Hall is over the moon that his lady is expecting his child He showers her with love and affection but his world is turned upside down when she starts having complications from the pregnancy. He ruses her to the hospital but it’s too late.

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  • Brandon Roberts

    johnny cah hurt or three days grace never too late

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  • Maile00

    Good list! I can’t watch or listen to most of these songs! :’-(

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  • nani

    Brian McNight Back at 1

  • NachoAverage

    Hey.. What a about “Renee” by the Lost Boyz… sad af :’-(

  • gekajones1

    What about TLC’S Waterfalls or Sade’s No Ordinary Love?

  • Guest

    I thought Ne-yo’s Part of the List would be up there too. It was sad to me.

  • Tee Elyse

    Brenda’s Got A Baby was way more sad than Dear Mama to me! Good list tho… I was about five when that Aaron Hall video dropped and BOO HOOED like a baby!! Still shed tears to this day just listening to that song!

  • Shanice

    I still shed a tear at the “I Miss You” video by Aaron Hall. But where’s the Isley Brother video where Ron’s wife and daughter are killed by a drunk driver? That one really gets me

  • Suchalady

    This site is terribly annoying. Trying to watch any videos with ads and interviews playing on the side automatically grinds my gears. What a dumb idea.

  • PostmanLV

    and boyz II men sure as hell didn’t make it’s so hard to say goodbye

    • NachoAverage

      Sure didn’t. But this list is for videos mr. postman

  • nickibaby

    Where’s One Sweet Day? Good list tho, I can’t watch/listen to I Miss You without getting weepy.

  • Dawn

    What about Back at One By Bryan McKnight. They even had to stop showing the video after 9/11 because it hit too close to home for many.

    • Don’t drink the haterade.

      Oh God I remember that!

  • DatDude1

    idk how waterfalls aint on here

  • DatDude1

    I was a youngin when Aaron Hall dropped that video. That video messed up my whole day.

    • NachoAverage

      Lol… hellla!

  • thepreshest

    I also think the following are all sad: Aaliyah’s “I Miss You” especially w/ DMX speaking at the beginning, Musiq’s “Dontchange,” Dru Hill’s “Never Make a Promise” where the girl’s father is molesting her, and J. Cole’s “Crooked Smile”

    • HUgrad13

      I was thinking of dontchange the WHOLE time. Because I cry like a baby everytime I watch it

    • nickibaby

      Love by Musiq Soulchild is another one

  • fuzzydred

    Hold up, wait a minute! You’re telling me that you’re not going to give credit to Lisa Lisa & Cult Jam/Full Force for making the ORIGINAL “All Cried Out?” I was with you until I noticed that glaring oversight.

  • NachoAverage

    Bone is not a “West Coast” group… sorry :-(

  • cellyb2000

    That damn gangsta lean gets to me every time!

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  • Dawniell Black

    How does 112/allures desecration of All Cried Out make this list instead of the original Lisa Lisa and Cult Jam with Full Force?

    • Maile00

      Remake is waaay better

      • Dawniell Black

        I don’t know how old you are but if you are under 30 I understand why you might think that I caught the tail end of the freestyle era and you had to be part of that time to understand it – but the 112/allure version just can’t compare. I had the Lisa Lisa vinyl and wore that song out.

  • Brit

    Eve’s “Love Is Blind” is also another sad one, always puts me into tears.

  • IAJS

    I miss you is the saddest video ever! If you don’t shed at least one tear during that video then you are a cold piece of work lol

  • Tiffany

    where’s 5 STEPS by Dru Hill? That one gets me sad everytime.

    • So True

      OMG!!! I was thinking of that one too. I cried EVERY time I saw that video. Brian McKnight “Everytime you go away” and Jodeci “Lately” are a couple other ones that come to mind but 5 Steps is top of that list. Great minds think alike!!!

      • Maile00

        Pretty much ANY B. McKnight song lol

  • lll

    RL “Good Man”

  • nathanhappenin

    missing you wasnt written by diddy it was written by sauce money

  • TC

    I TIP A FORRRTY TO YOUR MEMORY!!!!! Whooooo throwing it way back with the Gangsta Lean lol.
    I remember back in the day End of the Road was banned from being played in our house or car after it made my big bro break out in tears lol. And yup I still pick on him with that one haha.

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